Northwest Side, IL

Travel Guide

A curved pathway with a metal fence, flowering trees, and a street lamp.
The Chicago Theatre with a prominent marquee displaying movie titles.
A city skyline with several high-rise buildings, including a prominent glass skyscraper and a building with a spire.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,140 reviews)
"4 days of a cold shower and a broken bed. I will never stay here again and I suggest that anyone thinking about staying here to look elsewhere. Bathrooms were severely outdated."

Reviewed on Jun 27, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,830 reviews)
"Best location on Michigan Avenue"

Reviewed on Jun 27, 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$147 nightly
The price is $175 total per night from Jul 6 to Jul 7
$175 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,467 reviews)
"The housekeeper was always so friendly and did such a great job. Honestly, all the staff was fantastic and so helpful."

Reviewed on Jun 27, 2026

Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo

Chicago IL
Stay at this apartment in Chicago. Enjoy in-room jetted tubs and air conditioning. Popular attractions Wrigley Field and United Center are located nearby.
9.6/10 Exceptional! (10 reviews)
"Great space, awesome location."

Reviewed on Jun 23, 2026

Stylish Chicago 1.5BR, 1 Bath + Sleeper Sofa Condo
Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater

Chicago IL
Stay at this vacation home in Chicago. Enjoy a pool table, an in-room coffeemaker, and air conditioning. Popular attractions Wrigley Field and Portage Park are ...
10/10 Exceptional! (2 reviews)
"Property was not what I expected it was very big very well kept up a lot of things to do a lot of space a lot of bedrooms and right across the park so that was very convenient and the neighborhood itself is very beautiful and we were a little bit late checking out but they were understanding definitely ..."

Reviewed on Jun 17, 2026

Sleeps 18 • 8BR • Game Room • Gym • Theater
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Chicago IL
Book a stay at this family-friendly apartment in Chicago. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Portage Park and Copernicus Center ...
10/10 Exceptional! (128 reviews)
"Thank you Jamie, we had a wonderful time, it felt like home in a great community. We will recommend your home to our friends. All the best!"

Reviewed on Jun 23, 2026

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Northwest Side attractions

Things to do

Cities near Northwest Side

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